US5011726A - Low temperature sealing adhesive composition - Google Patents
Low temperature sealing adhesive composition Download PDFInfo
- Publication number
- US5011726A US5011726A US07/482,522 US48252290A US5011726A US 5011726 A US5011726 A US 5011726A US 48252290 A US48252290 A US 48252290A US 5011726 A US5011726 A US 5011726A
- Authority
- US
- United States
- Prior art keywords
- amount
- weight
- plasticizer
- composition
- adhesive composition
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 89
- 239000012945 sealing adhesive Substances 0.000 title description 4
- 230000001070 adhesive effect Effects 0.000 claims abstract description 41
- 239000000853 adhesive Substances 0.000 claims abstract description 40
- 239000004014 plasticizer Substances 0.000 claims abstract description 25
- 239000010426 asphalt Substances 0.000 claims abstract description 24
- 230000035515 penetration Effects 0.000 claims abstract description 12
- 229920002725 thermoplastic elastomer Polymers 0.000 claims abstract description 8
- 239000000945 filler Substances 0.000 claims description 11
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 6
- -1 styrene-ethylene-butylene-styrene Chemical class 0.000 claims description 6
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 claims description 5
- FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical group C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 claims description 4
- 239000003921 oil Substances 0.000 claims description 4
- 239000003208 petroleum Substances 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000001294 propane Substances 0.000 claims description 3
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 claims description 2
- 230000003647 oxidation Effects 0.000 claims description 2
- 238000007254 oxidation reaction Methods 0.000 claims description 2
- 238000007789 sealing Methods 0.000 abstract description 4
- 235000009854 Cucurbita moschata Nutrition 0.000 abstract description 3
- 240000001980 Cucurbita pepo Species 0.000 abstract description 3
- 235000009852 Cucurbita pepo Nutrition 0.000 abstract description 3
- 235000020354 squash Nutrition 0.000 abstract description 3
- 239000000463 material Substances 0.000 description 8
- 229920001971 elastomer Polymers 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 239000003963 antioxidant agent Substances 0.000 description 5
- 235000006708 antioxidants Nutrition 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000005060 rubber Substances 0.000 description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- 229920002633 Kraton (polymer) Polymers 0.000 description 2
- 235000019738 Limestone Nutrition 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- 239000006028 limestone Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 description 1
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 1
- 239000004821 Contact adhesive Substances 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000010692 aromatic oil Substances 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- QQVHEQUEHCEAKS-UHFFFAOYSA-N diundecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCC QQVHEQUEHCEAKS-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000005337 ground glass Substances 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- VYQNWZOUAUKGHI-UHFFFAOYSA-N monobenzone Chemical compound C1=CC(O)=CC=C1OCC1=CC=CC=C1 VYQNWZOUAUKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 229910001562 pearlite Inorganic materials 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000007539 photo-oxidation reaction Methods 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J195/00—Adhesives based on bituminous materials, e.g. asphalt, tar, pitch
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
- Y10T428/24355—Continuous and nonuniform or irregular surface on layer or component [e.g., roofing, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2852—Adhesive compositions
- Y10T428/2878—Adhesive compositions including addition polymer from unsaturated monomer
- Y10T428/2883—Adhesive compositions including addition polymer from unsaturated monomer including addition polymer of diene monomer [e.g., SBR, SIS, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31815—Of bituminous or tarry residue
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/31931—Polyene monomer-containing
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/31938—Polymer of monoethylenically unsaturated hydrocarbon
Definitions
- This invention relates to a novel blend of bituminous and synthetic rubber components which provides a superior low temperature sealing adhesive. More particularly, the invention relates to a self-sealing composition for roofing shingles and shingles having the composition thereon.
- U.S. Pat. No. 3,978,014 describes blends having high aromaticity and at least 8% rubber content. While these blends exhibit good thermal stability, their self-sealing properties are relatively poor. Also, because of their high aromaticity, these blends are readily degraded by exposure to UV light during roof installation.
- U.S. Pat. No. 4,559,267 also discloses roofing adhesive blends. However, these include substantial amounts of bitumen roofers flux in their composition which produces a tacky sealant leading to rider granule problems and packaging difficulties as exemplified by low squash resistance and premature adhesion of shingles when shipped in bundles and during installation.
- U.S. Pat. No. 4,755,545 describes a self-sealing adhesive blend composed of a bituminous component of 100 percent of a road paving grade asphalt or a blend of such a road paving asphalt with a hard resin asphalt, 1 to 6% by weight of a thermoplastic styrene/butadiene block copolymer and 4 to 40% by weight of an inert filler.
- This composition does provide some improvement with respect to squash resistance, reduced tackiness and improved low temperature stability.
- the bituminous component must have an ACI of less than 0.26 and it is essential that the asphaltene content be less than 20%.
- the road paving asphalt is a material having a penetration at 77° F. of between 40-80 dmm and a softening point of between 110° F. and 130° F.
- composition of U.S. Pat. No. 4,755,545 presents additional problems with respect to processing such as, mixing difficulty in the dissolution of the elastomer thus requiring more elaborate equipment, e.g., homogenizers, high shear mixers, and the like.
- an adhesive composition which is non-tacky, exhibits a high hardness and yet possesses excellent flow properties at low temperatures and thus permits strong bonding between roofing shingles and other roofing coverings.
- the adhesive composition of the invention also exhibits excellent cold temperature strength.
- an adhesive composition for use with roofing shingles comprising: a) a hard asphaltic bitumen fraction having a penetration number at 77° F. of from 0 to 30 dmm and a softening point of from about 150° to 220° F. (penetration number determined by ASTM D-5); and b) an elastomeric composition comprising a thermoplastic elastomer and a plasticizer selected from the group consisting of petroleum derived oils, such as, aromatics and naphthenics, or phthalate esters, phthalate ester derivatives, and mellitates, said plasticizer having a flashpoint equal to or greater than 250° F.
- the hard asphaltic bituminous fraction of the present invention may be a propane cut bitumen, a petroleum bottoms asphalt modified by oxidation or mixtures thereof.
- Thermoplastic elastomers suitable for use in the elastomeric composition component of the inventive adhesive composition include any rubber which is thermally processable, such as, styrene-butadiene-styrene, styrene-ethylene-butylene-styrene, and ethylene propylene.
- the elastomeric composition also contains a plasticizer in an amount from about 1 to 80% by weight, and preferably, from about 10 to 70% by weight based on the weight of the elastomeric composition. Generally, when an oil is used rather than a phthalate or mellitate, the amount of plasticizer in the thermoplastic elastomer is higher.
- Preferred plasticizers include, C 7-12 alkylphthalates or dialkylphthalates, and C 7-12 alkylmellitates including trialkylmellitates.
- Illustrative of this group are trioctylmellitate, dioctylphthalate, and diundecylphthalate.
- the elastomeric composition is present in an amount from about 1 to 20% by weight and preferably, from about 2 to 14% by weight based on the total weight of the adhesive composition.
- the bituminous fraction is then generally present in an amount from about 99 to 80% by weight, and preferably, from 98 to 86% by weight based on the total weight of the bitumen and elastomeric composition.
- fillers such as, for example, stone dust, limestone, ground glass fibers, and ground tires which can add strength to the composition, wollastonite, clay, sand, talc, mica, vermiculite, pearlite, carbon black and titanium oxide, which possess anti-oxidant and UV resistant properties as well as the ability to add strength to the blended material.
- the amount of filler added would be in the range from about 5 to 50% based on the total weight of the adhesive composition, and preferably, from about 10 to 40% by weight.
- the present composition may also contain a small amount of antioxidant, such as, a stearically hindered phenolic compound having a linear, branched or radial molecular structure.
- antioxidant such as, a stearically hindered phenolic compound having a linear, branched or radial molecular structure.
- these compounds are required to have a high decomposition temperature, e.g., greater than 400° F., to withstand mixing temperatures employed in the preparation of the blend.
- Preferred antioxidants which may be incorporated are those having a decomposition and volatile loss temperature greater than 400° F.
- Typical species include IRGANOX 1010 supplied by Ciba-Geigy, i.e., tetrakis [methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)]methane which has a radial structure and an empirical formula of C 72 H 108 O 12 , the antioxidants covered in U.S. Pat. Nos. 3,285,855 and 3,644,482, AGERITE GT (an isocyanurate based hindered phenol supplied by R.T. Vanderbilt), and the like.
- IRGANOX 1010 supplied by Ciba-Geigy, i.e., tetrakis [methylene(3,5-di-tert-butyl-4-hydroxyhydrocinnamate)]methane which has a radial structure and an empirical formula of C 72 H 108 O 12 , the antioxidants covered in U.S. Pat. Nos. 3,285,855 and 3,644,48
- the antioxidants When included in the formulation, e.g., in cases where a small amount of filler, e.g., less than 10%, is used, the antioxidants may comprise between about 0.05 and about 5% by weight, preferably not more than about 3% by weight of the total composition.
- plasticizer to the adhesive composition in addition to that contained in the elastomeric composition.
- the amount added would be from about 0.25 to 15% by weight based on the weight of the adhesive composition.
- the adhesive composition including all additives, will have a softening point in the range from about 160° to 230° F., and preferably, from about 165° to 200° F.
- the adhesive composition of the present invention may be prepared by heating the asphaltic bitumen fraction to a molten temperature and then adding the elastomeric composition containing the plasticizer thereto. Thereafter, any additional materials, e.g., fillers and the like, can be blended into the mixture.
- plasticizer in addition to that contained in the elastomeric composition is utilized.
- the additional plasticizer can be added to the molten asphaltic fraction prior to the addition of the elastomeric composition. This pre-addition of the plasticizer aids significantly in the mixing and complete blending of the subsequently added elastomeric composition.
- conventional type mixing vessels and stirrers can be utilized as opposed to more specialized high shear blending equipment and homogenizers.
- the inventive adhesive composition may be applied to a roofing element, such as, a shingle or continuous or rolled roofing sheet in the form of an adhesive strip or bead or in a pattern of beads or other configuration along an area which is to be contacted with a second roofing element, e.g., on the under surface or over surface of the roofing material where overlap or underlap of succeeding shingles or strips occur.
- a roofing element such as, a shingle or continuous or rolled roofing sheet in the form of an adhesive strip or bead or in a pattern of beads or other configuration along an area which is to be contacted with a second roofing element, e.g., on the under surface or over surface of the roofing material where overlap or underlap of succeeding shingles or strips occur.
- the same application can be effected to seal siding shingles or sheets.
- the inventive adhesive composition may also be used as a hot melt for built-up roofs and the like.
- the shingle material is passed over or under an applicator containing the present blend at a temperature of from about 250° F. to about 400° F.
- the applicator can be a set of print wheels or an extruder capable of applying adhesive in beads of consistent size or as a continuous ribbon on a surface of the material to be joined and sealed to another member. After affixing the adhesive in the desired area or areas, the adhesive is quenched with water, air cooled or cooled by contact with any suitable quenching media.
- the material on which adhesive is applied is cut to size after application, however, it is also within the scope of this invention to precut shingles or sheets which may be subsequently presented to the applicator for adhesive application.
- the mixture was stirred utilizing a conventional propeller mixer; 4-8 % by weight of an oiled styrene-butadiene-styrene rubber was slowly added and stirring was continued.
- the styrene-butadiene rubber added was either Finaprene produced by Fina Oil Company, or Kraton produced by Shell Chemical Co.
- These rubbers contain from approximately 20 to 55% by weight naphthenic and/or aromatic oils with a balance being a block copolymer of styrene-butadiene-styrene having a tensile strength of 4,000-500 psi (ASTM D-412) an elongation of 800 to 900% (ASTM D-412), a Brookfield viscosity (toluene solution) at 77° F. of 4,000-20,000 cps and a styrene to rubber ratio of 25-35:75- 65.
- a balance being a block copolymer of styrene-butadiene-styrene having a tensile strength of 4,000-500 psi (ASTM D-412) an elongation of 800 to 900% (ASTM D-412), a Brookfield viscosity (toluene solution) at 77° F. of 4,000-20,000 cps and a sty
- the application temperature for the composition was from about 280° to 300° F.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
______________________________________
(1) Optimum
______________________________________
Asphalt resin (propane extract or oxidized bitumen)
60%
S.P. 194° F. PEN @ 130° F. = 23 dmm/ZECO AA-1021
Filler (limestone) 30%
Thermoplastic rubber (SBS) Shell Kraton 4460 (oiled)
8%
Co-polymer compatible plasticizer (phthalate ester)
2%
BASF 711P
Final softening point (R & B): 190° F.
Penetration (before stabilizer) @ 130° F.: 59 dmm
______________________________________
*All softening points (S.P.) expressed herein are determined by the ring
and ball method, A.S.T.M. D36.
Claims (12)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/482,522 US5011726A (en) | 1988-12-30 | 1990-02-21 | Low temperature sealing adhesive composition |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/292,408 US4923913A (en) | 1988-12-30 | 1988-12-30 | Low temperature sealing adhesive composition |
| US07/482,522 US5011726A (en) | 1988-12-30 | 1990-02-21 | Low temperature sealing adhesive composition |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US07/292,408 Division US4923913A (en) | 1988-12-30 | 1988-12-30 | Low temperature sealing adhesive composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US5011726A true US5011726A (en) | 1991-04-30 |
Family
ID=26967310
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US07/482,522 Expired - Lifetime US5011726A (en) | 1988-12-30 | 1990-02-21 | Low temperature sealing adhesive composition |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US5011726A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5286544A (en) * | 1990-08-28 | 1994-02-15 | Minnesota Mining And Manufacturing Company | Oil and rubber treated roofing granules |
| US5362566A (en) * | 1993-03-04 | 1994-11-08 | Minnesota Mining And Manufacturing Company | Coating composition, granules coated with same, and method of reducing dust generation |
| US20040083674A1 (en) * | 2002-11-06 | 2004-05-06 | Kalkanoglu Husnu M. | Laminated shingle with wider nailing zone |
| US20050170125A1 (en) * | 2000-09-26 | 2005-08-04 | Building Materials Investment Corporation | Aluminum faced self adhering membrane |
| US20050223941A1 (en) * | 2004-03-30 | 2005-10-13 | Boyer David C | Use of anti-strip agents to improve wear characteristics of pavement sealer |
| US20060003651A1 (en) * | 2004-07-01 | 2006-01-05 | Building Materials Investment Corporation | Coating for granulated products to improve granule adhesion, staining, and tracking |
| US20070130863A1 (en) * | 2005-12-01 | 2007-06-14 | Jones David R Iv | Roofing adhesive |
| WO2011019745A2 (en) | 2009-08-10 | 2011-02-17 | Kalkanoglu Husnu M | Roofing products, photovoltaic roofing elements and systems using them |
| US11946254B2 (en) | 2020-08-21 | 2024-04-02 | Bmic Llc | Roofing materials with improved low temperature sealant performance and methods of making thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4385142A (en) * | 1980-04-16 | 1983-05-24 | The Firestone Tire & Rubber Company | Thermoplastic elastomer blends with bitumen |
| US4588637A (en) * | 1983-04-05 | 1986-05-13 | Rockcor, Inc. | Adhesive composition |
| US4824880A (en) * | 1986-03-03 | 1989-04-25 | Owens-Corning Fiberglas Corporation | Asphalt adhesives |
-
1990
- 1990-02-21 US US07/482,522 patent/US5011726A/en not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4385142A (en) * | 1980-04-16 | 1983-05-24 | The Firestone Tire & Rubber Company | Thermoplastic elastomer blends with bitumen |
| US4588637A (en) * | 1983-04-05 | 1986-05-13 | Rockcor, Inc. | Adhesive composition |
| US4824880A (en) * | 1986-03-03 | 1989-04-25 | Owens-Corning Fiberglas Corporation | Asphalt adhesives |
Non-Patent Citations (2)
| Title |
|---|
| Abstract of Japanese Patent 56 5853, Satayashi et al, 1/81. * |
| Abstract of Japanese Patent 56-5853, Satayashi et al, 1/81. |
Cited By (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5286544A (en) * | 1990-08-28 | 1994-02-15 | Minnesota Mining And Manufacturing Company | Oil and rubber treated roofing granules |
| US5362566A (en) * | 1993-03-04 | 1994-11-08 | Minnesota Mining And Manufacturing Company | Coating composition, granules coated with same, and method of reducing dust generation |
| US5484477A (en) * | 1993-03-04 | 1996-01-16 | Minnesota Mining And Manufacturing Company | Coating composition, granules coated with same, and method of reducing dust generation |
| US20050170125A1 (en) * | 2000-09-26 | 2005-08-04 | Building Materials Investment Corporation | Aluminum faced self adhering membrane |
| US20120227347A1 (en) * | 2002-11-06 | 2012-09-13 | Certainteed Corporation | Laminated Shingle with Wider Nailing Zone |
| US8813453B2 (en) * | 2002-11-06 | 2014-08-26 | Certainteed Corporation | Laminated shingle with wider nailing zone |
| US8984835B2 (en) | 2002-11-06 | 2015-03-24 | Certainteed Corporation | Laminated shingle with wider nailing zone |
| US20040083674A1 (en) * | 2002-11-06 | 2004-05-06 | Kalkanoglu Husnu M. | Laminated shingle with wider nailing zone |
| US8240100B2 (en) | 2002-11-06 | 2012-08-14 | Certainteed Corporation | Laminated shingle with wider nailing zone |
| US7097703B2 (en) | 2004-03-30 | 2006-08-29 | Marathon Ashland Petroleum Co. | Use of anti-strip agents to improve wear characteristics of pavement sealer |
| US20050223941A1 (en) * | 2004-03-30 | 2005-10-13 | Boyer David C | Use of anti-strip agents to improve wear characteristics of pavement sealer |
| US20080038513A1 (en) * | 2004-07-01 | 2008-02-14 | Building Materials Investment Corporation | Coating for granulated products to improve granule adhesion, staining, and tracking |
| US8394730B2 (en) | 2004-07-01 | 2013-03-12 | Building Materials Investment Corporation | Coating for granulated products to improve granule adhesion, staining, and tracking |
| US20060003651A1 (en) * | 2004-07-01 | 2006-01-05 | Building Materials Investment Corporation | Coating for granulated products to improve granule adhesion, staining, and tracking |
| US9067244B2 (en) | 2004-07-01 | 2015-06-30 | Building Materials Investment Corporation | Method for coating granulated products to improve granule adhesion, staining, and tracking |
| US20070130863A1 (en) * | 2005-12-01 | 2007-06-14 | Jones David R Iv | Roofing adhesive |
| WO2011019745A2 (en) | 2009-08-10 | 2011-02-17 | Kalkanoglu Husnu M | Roofing products, photovoltaic roofing elements and systems using them |
| US11946254B2 (en) | 2020-08-21 | 2024-04-02 | Bmic Llc | Roofing materials with improved low temperature sealant performance and methods of making thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4923913A (en) | Low temperature sealing adhesive composition | |
| US4755545A (en) | Roofing adhesive | |
| US4824880A (en) | Asphalt adhesives | |
| US4738884A (en) | Asphalt adhesives superimposed on asphalt-based roofing sheet | |
| US5421876A (en) | Solvent-free, organoclay-filled asphaltic polyurethane dispersion and method of making and using it | |
| DE69632868T2 (en) | Chemically curing, applied in the heat and consisting of a component insulating glass layer composition | |
| US4032491A (en) | Roofing composition and resulting product | |
| CA1043483A (en) | Bituminous block copolymer and thermoplastic copolymer composition | |
| US4600635A (en) | Bitumen adhesive and waterproofing membranes containing same | |
| EP0174795B1 (en) | Bituminous compositions and preparation thereof | |
| US4595636A (en) | Bitumen adhesive composition containing an ionomeric elastomer and waterproofing membranes comprising same | |
| CA2156009C (en) | Sbs-modified, asphalt-based material with resistance to crosslinking | |
| KR101962231B1 (en) | Waterproof sheet | |
| KR101508888B1 (en) | Waterproof sheet | |
| EP0238135B1 (en) | Hot melt sealant compositions | |
| US5011726A (en) | Low temperature sealing adhesive composition | |
| US5051457A (en) | Asphalt-block copolymer roofing composition | |
| US6521680B1 (en) | Resinous monocomponent composition with improved adhesive properties, particularly for the production of seals | |
| US20200048507A1 (en) | All-Weather Pressure-Sensitive Adhesive | |
| US6709760B2 (en) | Crosslinked modified shingle adhesive | |
| US5004772A (en) | Asphalt roofing compositions especially adapted for cold applications | |
| EP0422932A2 (en) | Non-sagging bituminous adhesive and waterproofing membranes containing same | |
| EP0533290A2 (en) | Torchable roll roofing membrane | |
| CA1043921A (en) | Butyl glazing compound | |
| US20030192456A1 (en) | Emulsion of bitumen in a colloidal clay and water slurry |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AS | Assignment |
Owner name: CHASE MANHATTAN BANK, THE, (NATIONAL ASSOCIATION) Free format text: SECURITY INTEREST;ASSIGNOR:GAF BUILDING MATERIALS CORPORATION, A CORP. OF DE;REEL/FRAME:005648/0038 Effective date: 19900917 |
|
| STCF | Information on status: patent grant |
Free format text: PATENTED CASE |
|
| AS | Assignment |
Owner name: GAF BUILDING MATERIALS CORPORATION Free format text: RELEASED BY SECURED PARTY;ASSIGNOR:CHASE MANHATTAN BANK, THE (NATIONAL ASSOCIATION);REEL/FRAME:006243/0208 Effective date: 19920804 Owner name: SUTTON LABORATORIES, INC. Free format text: RELEASED BY SECURED PARTY;ASSIGNOR:CHASE MANHATTAN BANK, THE (NATIONAL ASSOCIATION);REEL/FRAME:006243/0208 Effective date: 19920804 Owner name: GAF CHEMICALS CORPORATION Free format text: RELEASED BY SECURED PARTY;ASSIGNOR:CHASE MANHATTAN BANK, THE (NATIONAL ASSOCIATION);REEL/FRAME:006243/0208 Effective date: 19920804 |
|
| FEPP | Fee payment procedure |
Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
|
| AS | Assignment |
Owner name: GAF NEWCO INC., NEW JERSEY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:GAF BUILDING MATERIALS CORPORATION;REEL/FRAME:006937/0767 Effective date: 19940131 Owner name: BUILDING MATERIALS CORPORATION OF AMERICA, NEW JER Free format text: CHANGE OF NAME;ASSIGNOR:GAF NEWCO INC.;REEL/FRAME:006945/0143 Effective date: 19940222 |
|
| FPAY | Fee payment |
Year of fee payment: 4 |
|
| FPAY | Fee payment |
Year of fee payment: 8 |
|
| AS | Assignment |
Owner name: BANK OF NEW YORK, THE, AS COLLATERAL AGENT, NEW YO Free format text: GRANT OF SECURITY INTEREST (PATENTS);ASSIGNOR:BUILDING MATERIALS CORPORATION OF AMERICA;REEL/FRAME:011449/0561 Effective date: 20001222 |
|
| FPAY | Fee payment |
Year of fee payment: 12 |
|
| AS | Assignment |
Owner name: BUILDING MATERIALS CORPORATION OF AMERICA, NEW JER Free format text: TERMINATION AND RELEASE OF SECURITY INTEREST;ASSIGNOR:BANK OF NEW YORK, THE;REEL/FRAME:014294/0794 Effective date: 20030709 Owner name: CITIBANK, N.A., NEW YORK Free format text: SECURITY INTEREST;ASSIGNORS:BUILDING MATERIALS CORPORATION OF AMERICA;BMCA INSULATION PRODUCTS INC.;BUILDING MATERIALS INVESTMENT CORPORATION;AND OTHERS;REEL/FRAME:014294/0558 Effective date: 20030709 |
|
| AS | Assignment |
Owner name: BUILDING MATERIALS CORPORATION OF AMERICA, NEW JER Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: BUILDING MATERIALS MANUFACTURING CORPORATION, NEW Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: BMCA INSULATION PRODUCTS, INC., NEW JERSEY Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: GAFTECH CORPORATION, NEW JERSEY Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: GAF MATERIALS CORPORATION (CANADA), NEW JERSEY Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: GAF LEATHERBACK CORP., CALIFORNIA Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: LL BUILDING PRODUCTS, INC., NORTH CAROLINA Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: DUCTWORK MANUFACTURING CORPORATION, NORTH CAROLINA Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: PEQUANNOCK VALLEY CLAIM SERVICE COMPANY, INC., NEW Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: SOUTH PONCA REALTY CORP., MARYLAND Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: GAF REAL PROPERTIES, INC., NEW JERSEY Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: GAF PREMIUM PRODUCTS, INC., PENNSYLVANIA Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: BUILDING MATERIALS INVESTMENT CORPORATION, TEXAS Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 Owner name: WIND GAP REAL PROPERTY ACQUISITION CORP., NEW JERS Free format text: RELEASE BY SECURED PARTY;ASSIGNOR:CITIBANK, N.A.;REEL/FRAME:019019/0695 Effective date: 20070222 |
|
| AS | Assignment |
Owner name: DEUTSCHE BANK TRUST COMPANY AMERICAS,NEW YORK Free format text: SECURITY AGREEMENT;ASSIGNORS:BUILDING MATERIALS CORPORATION OF AMERICA;BMCA ACQUISITION INC.;BMCA ACQUISITION SUB INC.;AND OTHERS;REEL/FRAME:019028/0534 Effective date: 20070222 Owner name: DEUTSCHE BANK TRUST COMPANY AMERICAS, NEW YORK Free format text: SECURITY AGREEMENT;ASSIGNORS:BUILDING MATERIALS CORPORATION OF AMERICA;BMCA ACQUISITION INC.;BMCA ACQUISITION SUB INC.;AND OTHERS;REEL/FRAME:019028/0534 Effective date: 20070222 |
|
| AS | Assignment |
Owner name: DEUTSCHE BANK AG NEW YORK BRANCH,NEW YORK Free format text: SECURITY AGREEMENT;ASSIGNORS:BUILDING MATERIALS CORPORATION OF AMERICA;BMCA ACQUISITION INC.;BMCA ACQUISITION SUB INC.;AND OTHERS;REEL/FRAME:019122/0197 Effective date: 20070315 Owner name: DEUTSCHE BANK AG NEW YORK BRANCH, NEW YORK Free format text: SECURITY AGREEMENT;ASSIGNORS:BUILDING MATERIALS CORPORATION OF AMERICA;BMCA ACQUISITION INC.;BMCA ACQUISITION SUB INC.;AND OTHERS;REEL/FRAME:019122/0197 Effective date: 20070315 |
|
| AS | Assignment |
Owner name: GAF CORPORATION, NEW JERSEY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:GRUBE, LOUIS L.;BONDOC, ALFREDO A.;REEL/FRAME:019235/0878;SIGNING DATES FROM 19890130 TO 19890131 |
|
| AS | Assignment |
Owner name: GAF CORPORATION, NEW JERSEY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:CHICH, ADEM;BETTOLI, STEVEN C.;LALWANI, STEVEN S.;REEL/FRAME:019254/0269 Effective date: 19890130 |